Competitive C-H Activation and C=C Coordination in the Reactions of Acetylenes with a Binuclear Rhodium Complex.

Abstract

The reaction between phenylacetylene and the binuclear complex Rh2(CO)3(dppm)2, 1, has been studied in detail. At 28.5 C in benzene, the reaction leads to formation of a phenylvinylidene bridged A-frame complex Rh2(CO)2(dppm)2(C double bond C(H)Ph), 2a, while in refluxing acetone it yields the alkyne bridged complex Rh2(mu2-Eta2-PhCCH)(CO)2(dppm)2, 3. The kinetics of the reaction show that vinylidene formation is cleanly first order in PhCCH and in 1 with k sub H/K sub D of 2.7, while formation of 3 proceeds with no significant isotope effect and a kinetic dependence on PhCCH suggestive of a preequilibrium involving 1 only. The effect of CO on the reaction leading to 2a and 3 supports the notion that this preequilibrium involves CO dissociation from 1. The results clearly establish that the mu2-Eta2-alkyne bridged complex does not lie on the reaction path of the metal-promoted acetylene-to-vinylidene transformation, and suggests that vinylidene formation proceeds with initial C-H activation.

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Document Details

Document Type
Technical Report
Publication Date
Jan 20, 1986
Accession Number
ADA164086

Entities

People

  • Donald H. Berry
  • Richard Eisenberg

Organizations

  • University of Rochester

Tags

Communities of Interest

  • Weapons Technologies

DTIC Thesaurus Topics

  • Acetylenes
  • Alkynes
  • California
  • Chemistry
  • Civil Engineering
  • Engineering
  • Marine Corps
  • Military Research
  • Oceanography
  • Technical Information Centers
  • United States
  • United States Government
  • Virginia

Fields of Study

  • Chemistry

Readers

  • Electrochemical Engineering/ Fuel Cell Technologies
  • Polymer Science and Technology
  • Quantum Chemistry